Amenities
| Antiques | Architecture |
| Business Services | Diet / Vegetarian |
| Education | Family Friendly |
| Historic Inn | Outdoor Setting |
| Romance | Gift Shops |
| Weddings / Reunions | Green |
| Beach/Shoreline | Golf |
| Historic Sites | Nature |
| Summer Sports | Winter Sports |
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Cinnamon Mornings and Chocolate Dreams
Whether you're hosting a formal get-together or need a quick brunch idea, this book will spark your imagination and your appetite.
Hugging Bear Inn & Shoppe
Chester, Vermont.
Vermont family B&B and teddy bear shop. Elegant Victorian in National Historic District. Largest selection of Steiff, Muffy Vanderbear and Artist bears in New England.
Bed and Breakfast Description

An old Victorian residence circa 1850, today a B&B in the Vermont tradition. Located in Chester, VT, the Hugging Bear's shop features the finest selection of Teddy Bears in the Northeast. Country Inns and Teddy Bears are both symbols of warmth, closeness and family ties. They belong together! Teddies of every size and personality give the Inn a homey touch all its own.
Stay in any of six guest rooms blending 19th Century charm and modern touches, each with a private bath. Rooms accommodate couples, singles, and families. Wake up to a hearty country breakfast where seconds are encouraged and there is plenty of maple syrup for your pancakes. Plain, apple or blueberry pancakes, French toast, eggs, bacon and sausage are served, as well as several types of juices and coffee, tea or hot chocolate. Relax on a spacious wrap-around porch, in the living room, or the cozy den featuring a television and cheerful fireplace.
Georgette Thomas, the innkeeper, welcomes children of all ages to this lovely Victorian Inn filled with laughter and Teddy Bears. This place is enchanting and magical. It is a place to remember the child in all of us and have fun!
Area Attractions and Activities:
We are surrounded by seven major ski areas (Stratton, Bromley, Magic, Mount Snow, Okemo, Ascutney and Killington). There are wonderful places nearby for cross country skiing, tubing skating or for snow mobile rentals.
In the spring or summer, there is horseback riding, biking or hiking (Appalachian or the Long trail). We are near several beautiful golf courses. Great fishing! The Bromley Alpine slide and Bromley Mountain Thrill Zone are great ways to spend your day if you like adventure and thrills. Close to Montshire Museum of Nature & Science, Fort 4, Hildene and St. Gaudin's Gardens.
Our teddy bear shop carries the largest selection of plush toys and bear collectibles in New England.
Chester has many antique shops and galleries and a variety of small shops. We also have a suspension walking bridge in town that goes across the Williams River. In September, we have a craft fair, and in December a wonderful Overture to Christmas.
Services:
A/C, 2 living rooms, library, computer, Internet access, games, toys, gift shop, collectibles
Most Popular Rooms:
One of our most popular rooms is the Tower room. A quaint, round room with a queen size bed, lots of bright sunlight, private bathroom and A/C.
All rooms have A/C and private baths. There is a teddy bear theme in each room as well as a teddy bear in every bed.
Inn Information
Season: Yearound
Rates: 110.00 - 195.00 US Dollars (double occupancy)
Rooms: 6
With private baths: 6
Mealplan: Breakfast included
Food Served:
- A delicious country breakfast
- Afternoon snack of Vermont cheddar cheese, cider, tea and coffee
Nearest Airport(s): Hartford, CT; Albany, NY; Burlington, VT
Payment methods accepted: ![]()
This bed and breakfast has been rated by either a local or national association. Please inquire as to which Associations this inn is affiliated.
Restrictions
- Smoking not permitted.
- No pets, please.
- No access for disabled persons.
Tell your hosts Pamela Lanier sent you!
Hugging Bear Inn & Shoppe
Innkeeper(s): Georgette Thomas
Address:
244 Main St
Chester, VT 05143
Phone: 802-875-2412
Toll Free: 800-325-0519
Email: Email Inn
Map: View Map To Inn
Local Weather: Local Weather
We offer a surprise gift for stays of three or more nights.

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